Holiday rentals with a hot tub in Jefferson County

Guest suite in Louisville

4.96 out of 5 average rating, 388 reviews

Cherokee Park Oasis with Pool and Hot Tub

1 bdrm basement apartment with private entrance, bedroom, bathroom, and common area located adjacent to Cherokee Park. 3/4 mile walk to shops, restaurants, and entertainment on Bardstown Rd. Heated saltwater swimming pool (seasonal) and cabana with wet bar. Hot tub. Centrally located within 10 minutes from downtown, Churchill Downs, the Zoo, the airport, golf courses, and Kentucky Kingdom. Situated in a quiet, park-like neighborhood with ample parking. Owner occupies the main floor upstairs.

4.91 out of 5 average rating, 168 reviews

Southern Comfort-Hottub wlk 2 Resturant Row & Shop

Experience a one-of-a-kind stay at Southern Comfort, your private retreat nestled in Louisville’s most walkable, charming, and vibrant neighborhood. This stylish 4-BR, 2.5-BA home is packed with character, comfort, and Southern hospitality. From the moment you step inside, you’ll feel the inviting energy of a house designed for memory-making. Whether you're here for a Bourbon Trail adventure, a family getaway, or a trip with friends, Southern Comfort delivers style, space, and plenty of smiles.

4.91 out of 5 average rating, 160 reviews

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

4.87 out of 5 average rating, 142 reviews

A covered outdoor space features a hot tub and comfortable seating arrangements. Styled with a patterned rug, the area is enhanced by string lights overhead. A secure wooden fence surrounds the backyard, ensuring privacy and safety for guests.

Home in Jeffersonville

Best of the Ville’s Modernised

This stylish home is perfect for a fun-filled family getaway. With a Jacuzzi hot tub, outdoor wood burning fireplace, ample seating, you can relax and unwind in style. The house is designed to be relaxing for a fun weekend away and family-friendly, ensuring that everyone has a great time. This property is also dog-friendly. The fully fenced-in backyard is a safe and secure! If you’re looking for quieter neighborhood than the hustle and bustle of downtown Jeffersonville, we’re a 2 mile drive.

4.99 out of 5 average rating, 117 reviews

A welcoming exterior view of a stylish house features a covered front porch with seating and decorative elements. The spacious interior showcases a cozy living area with comfortable seating and art on the walls. A well-maintained outdoor space includes a putting green. Natural light brightens the rooms.

Home in Jeffersonville

Walking Bridge, Putt Putt House

NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

4.97 out of 5 average rating, 118 reviews

A relaxing outdoor seating area features a framed gas fire pit at the center, surrounded by plush seating. Scenic water views are complemented by string lights and the warm hues of sunset, creating a tranquil atmosphere for evening gatherings.

Home in Jeffersonville

Riverfront,Views,Cinema,Firepit,Hot Tub,Pets,Sauna

Derby 2026 dates available! Enjoy luxe riverfront living at Maya’s Bourbon Riverfront, just 15 minutes from Churchill Downs, minutes from downtown Louisville & Jeffersonville and ideally located along the Kentucky Bourbon Trail. This upscale retreat offers 4 bedrooms, 3 baths & thoughtfully designed spaces for relaxing or entertaining. Start your day by the river, then explore Derby festivities, top distilleries, NuLu dining & nightlife - an exclusive and unforgettable Derby & Bourbon getaway.

4.93 out of 5 average rating, 129 reviews

Villa in Prospect

Bourbon Trail Firepit Hot Tub River Road Picnic

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trail, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

A spacious living area features a navy blue couch adorned with patterned pillows, accompanied by an ottoman. Light wood flooring flows throughout, leading to an open kitchen with stainless steel appliances and light-colored cabinetry. The area is brightened by recessed lighting and wall art.

4.95 out of 5 average rating, 200 reviews

Awesome Louisville/Nulu Getaway!

Whether you want to taste the bourbon, watch the horses, enjoy a concert at the Yum Center, or watch the Cards, this home is ideally located in NULU situated between downtown and the Bardstown Rd area. The back yard is fenced in with a well-maintained hot tub and tons of seating. It’s a Louisville oasis! Upstairs 1 king and 2 downstairs queen beds are spacious and extremely comfortable. The kitchen and living room are open and perfect for entertaining family and friends! Welcome to Louisville!

4.91 out of 5 average rating, 148 reviews

A comfortable living room features a dark leather sofa with accent pillows, a coffee table positioned at its center, and a medium-sized television mounted on the wall. Natural light filters in through large windows covered by patterned curtains, while a door leads to a small balcony.

Apartment in Louisville

4th Street Suites - Comfortable King Bed Suite

Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

A charming two-story gingerbread home features a red brick facade and a distinctive gabled roof. The exterior includes front steps leading to the main entrance and a porch area with seating. Lush greenery and a neatly maintained lawn are present, adding to the home's welcoming appearance.

4.88 out of 5 average rating, 242 reviews

Why Not Stay in Louisville? (up to 9 guests)

For 1-9 guests Less than 1 mi to Churchill Downs, grocery, and eateries, this cute gingerbread home is just off I-264 & only 5 minutes to Airport, Fairgrounds & Exposition Center. It’s a short drive to U of L, & other Universities , Seminary and 4th street Live. Located in a nice neighborhood where walkers and runners are common and where off-street parking is readily available. Home access is with a keyless entry. *Occupancy tax is same as hotels & is included in Airbnb final pricing.

The exterior of the Shantyboathouse is presented, featuring a two-story blue structure with white trim and a welcoming patio area below. The backyard offers comfortable seating and a grill, while greenery lines the edges. The upper deck is accessible, providing additional outdoor space for relaxation.

5 out of 5 average rating, 224 reviews

Butchertown & NuLu's Shantyboathouse

Welcome to the Shantyboathouse! Recognized as a truly unique property, it has twice been featured in the Courier-Journal and was honored with a historical plaque by the Louisville Landmarks Commission in 2019. According to a 1976 newspaper article, a local legend recounts that the house floated up the river during the 1937 flood, and was later set on a foundation—earning it the enduring nickname, "the shanty boat." This rich history adds to the property's distinctive character and charm.

A backyard is displayed, featuring a hot tub and a gas fire pit surrounded by four outdoor chairs. Patio heaters provide warmth, and the space is framed by a fence. The modern home is visible in the background, illuminated by evening light.